Intermolecular alkyne hydroaminations involving 1,1-disubstituted hydrazines

Org Lett. 2002 Aug 22;4(17):2853-6. doi: 10.1021/ol0201052.

Abstract

[reaction: see text] Two readily prepared catalysts have been developed for the hydroamination of alkynes by 1,1-disubstituted hydrazines. The catalyses are facile with terminal alkynes and some internal alkynes. If the hydrazine bears an aryl group, Fischer cyclization can occur in a one-pot procedure. In addition, reactions with acetylene to produce a plethora of hydrazones are described. Catalytic reactions involving acetylene and substituted hydrazines are complete in less than 2 h at room temperature and 1 atm of pressure.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkynes / chemistry
  • Catalysis
  • Cyclization
  • Hydrazines / chemistry*
  • Indoles / chemical synthesis*
  • Titanium / chemistry

Substances

  • Alkynes
  • Hydrazines
  • Indoles
  • Titanium